Double winding vine-shaped biphenyl with molecular asymmetry. Synthesis, structure, and properties

Abstract

A biphenyl derivative in which two benzene rings are strapped with two chains is prepared. The synthesized product shows molecular asymmetry, which was confirmed by HPLC analysis with chiral column and named as winding vine-shaped biphenyl. The synthesis of such vine shaped molecule was performed by ring-closing metathesis or alternatively by annulation with nosylated ethylenediamine. The structure of the obtained product was confirmed by X-ray crystallographic analysis. The absolute configuration of the molecular asymmetry was assigned after leading to the corresponding camphor sulfonamide through denosylation and re-amidation process.